EP2364331A2 - Polymères conjugués solubles noirs ayant des mobilités des porteurs de charge élevées - Google Patents

Polymères conjugués solubles noirs ayant des mobilités des porteurs de charge élevées

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Publication number
EP2364331A2
EP2364331A2 EP09829785A EP09829785A EP2364331A2 EP 2364331 A2 EP2364331 A2 EP 2364331A2 EP 09829785 A EP09829785 A EP 09829785A EP 09829785 A EP09829785 A EP 09829785A EP 2364331 A2 EP2364331 A2 EP 2364331A2
Authority
EP
European Patent Office
Prior art keywords
branched chain
fda
straight
alkyl
units
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Withdrawn
Application number
EP09829785A
Other languages
German (de)
English (en)
Other versions
EP2364331A4 (fr
Inventor
Pierre M. Beaujuge
John R. Reynolds
Stefan M. Ellinger
Chad Martin Amb
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
University of Florida
University of Florida Research Foundation Inc
Original Assignee
University of Florida
University of Florida Research Foundation Inc
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by University of Florida, University of Florida Research Foundation Inc filed Critical University of Florida
Publication of EP2364331A2 publication Critical patent/EP2364331A2/fr
Publication of EP2364331A4 publication Critical patent/EP2364331A4/fr
Withdrawn legal-status Critical Current

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    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G61/00—Macromolecular compounds obtained by reactions forming a carbon-to-carbon link in the main chain of the macromolecule
    • C08G61/12—Macromolecular compounds containing atoms other than carbon in the main chain of the macromolecule
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G61/00—Macromolecular compounds obtained by reactions forming a carbon-to-carbon link in the main chain of the macromolecule
    • C08G61/12—Macromolecular compounds containing atoms other than carbon in the main chain of the macromolecule
    • C08G61/122—Macromolecular compounds containing atoms other than carbon in the main chain of the macromolecule derived from five- or six-membered heterocyclic compounds, other than imides
    • C08G61/123—Macromolecular compounds containing atoms other than carbon in the main chain of the macromolecule derived from five- or six-membered heterocyclic compounds, other than imides derived from five-membered heterocyclic compounds
    • C08G61/126—Macromolecular compounds containing atoms other than carbon in the main chain of the macromolecule derived from five- or six-membered heterocyclic compounds, other than imides derived from five-membered heterocyclic compounds with a five-membered ring containing one sulfur atom in the ring
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G75/00—Macromolecular compounds obtained by reactions forming a linkage containing sulfur with or without nitrogen, oxygen, or carbon in the main chain of the macromolecule
    • C08G75/02—Polythioethers
    • C08G75/06—Polythioethers from cyclic thioethers
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G77/00—Macromolecular compounds obtained by reactions forming a linkage containing silicon with or without sulfur, nitrogen, oxygen or carbon in the main chain of the macromolecule
    • C08G77/48—Macromolecular compounds obtained by reactions forming a linkage containing silicon with or without sulfur, nitrogen, oxygen or carbon in the main chain of the macromolecule in which at least two but not all the silicon atoms are connected by linkages other than oxygen atoms
    • C08G77/50—Macromolecular compounds obtained by reactions forming a linkage containing silicon with or without sulfur, nitrogen, oxygen or carbon in the main chain of the macromolecule in which at least two but not all the silicon atoms are connected by linkages other than oxygen atoms by carbon linkages
    • C08G77/52—Macromolecular compounds obtained by reactions forming a linkage containing silicon with or without sulfur, nitrogen, oxygen or carbon in the main chain of the macromolecule in which at least two but not all the silicon atoms are connected by linkages other than oxygen atoms by carbon linkages containing aromatic rings
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G79/00—Macromolecular compounds obtained by reactions forming a linkage containing atoms other than silicon, sulfur, nitrogen, oxygen, and carbon with or without the latter elements in the main chain of the macromolecule
    • C08G79/14—Macromolecular compounds obtained by reactions forming a linkage containing atoms other than silicon, sulfur, nitrogen, oxygen, and carbon with or without the latter elements in the main chain of the macromolecule a linkage containing two or more elements other than carbon, oxygen, nitrogen, sulfur and silicon
    • H—ELECTRICITY
    • H10—SEMICONDUCTOR DEVICES; ELECTRIC SOLID-STATE DEVICES NOT OTHERWISE PROVIDED FOR
    • H10K—ORGANIC ELECTRIC SOLID-STATE DEVICES
    • H10K85/00—Organic materials used in the body or electrodes of devices covered by this subclass
    • H10K85/10—Organic polymers or oligomers
    • H10K85/111—Organic polymers or oligomers comprising aromatic, heteroaromatic, or aryl chains, e.g. polyaniline, polyphenylene or polyphenylene vinylene
    • H10K85/113—Heteroaromatic compounds comprising sulfur or selene, e.g. polythiophene
    • H—ELECTRICITY
    • H10—SEMICONDUCTOR DEVICES; ELECTRIC SOLID-STATE DEVICES NOT OTHERWISE PROVIDED FOR
    • H10K—ORGANIC ELECTRIC SOLID-STATE DEVICES
    • H10K85/00—Organic materials used in the body or electrodes of devices covered by this subclass
    • H10K85/10—Organic polymers or oligomers
    • H10K85/111—Organic polymers or oligomers comprising aromatic, heteroaromatic, or aryl chains, e.g. polyaniline, polyphenylene or polyphenylene vinylene
    • H10K85/115—Polyfluorene; Derivatives thereof
    • H—ELECTRICITY
    • H10—SEMICONDUCTOR DEVICES; ELECTRIC SOLID-STATE DEVICES NOT OTHERWISE PROVIDED FOR
    • H10K—ORGANIC ELECTRIC SOLID-STATE DEVICES
    • H10K85/00—Organic materials used in the body or electrodes of devices covered by this subclass
    • H10K85/10—Organic polymers or oligomers
    • H10K85/151—Copolymers
    • H—ELECTRICITY
    • H10—SEMICONDUCTOR DEVICES; ELECTRIC SOLID-STATE DEVICES NOT OTHERWISE PROVIDED FOR
    • H10K—ORGANIC ELECTRIC SOLID-STATE DEVICES
    • H10K85/00—Organic materials used in the body or electrodes of devices covered by this subclass
    • H10K85/40—Organosilicon compounds, e.g. TIPS pentacene
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G2261/00—Macromolecular compounds obtained by reactions forming a carbon-to-carbon link in the main chain of the macromolecule
    • C08G2261/30—Monomer units or repeat units incorporating structural elements in the main chain
    • C08G2261/31—Monomer units or repeat units incorporating structural elements in the main chain incorporating aromatic structural elements in the main chain
    • C08G2261/314—Condensed aromatic systems, e.g. perylene, anthracene or pyrene
    • C08G2261/3142—Condensed aromatic systems, e.g. perylene, anthracene or pyrene fluorene-based, e.g. fluorene, indenofluorene, or spirobifluorene
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G2261/00—Macromolecular compounds obtained by reactions forming a carbon-to-carbon link in the main chain of the macromolecule
    • C08G2261/30—Monomer units or repeat units incorporating structural elements in the main chain
    • C08G2261/32—Monomer units or repeat units incorporating structural elements in the main chain incorporating heteroaromatic structural elements in the main chain
    • C08G2261/322—Monomer units or repeat units incorporating structural elements in the main chain incorporating heteroaromatic structural elements in the main chain non-condensed
    • C08G2261/3223—Monomer units or repeat units incorporating structural elements in the main chain incorporating heteroaromatic structural elements in the main chain non-condensed containing one or more sulfur atoms as the only heteroatom, e.g. thiophene
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G2261/00—Macromolecular compounds obtained by reactions forming a carbon-to-carbon link in the main chain of the macromolecule
    • C08G2261/30—Monomer units or repeat units incorporating structural elements in the main chain
    • C08G2261/32—Monomer units or repeat units incorporating structural elements in the main chain incorporating heteroaromatic structural elements in the main chain
    • C08G2261/324—Monomer units or repeat units incorporating structural elements in the main chain incorporating heteroaromatic structural elements in the main chain condensed
    • C08G2261/3243—Monomer units or repeat units incorporating structural elements in the main chain incorporating heteroaromatic structural elements in the main chain condensed containing one or more sulfur atoms as the only heteroatom, e.g. benzothiophene
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G2261/00—Macromolecular compounds obtained by reactions forming a carbon-to-carbon link in the main chain of the macromolecule
    • C08G2261/30—Monomer units or repeat units incorporating structural elements in the main chain
    • C08G2261/32—Monomer units or repeat units incorporating structural elements in the main chain incorporating heteroaromatic structural elements in the main chain
    • C08G2261/324—Monomer units or repeat units incorporating structural elements in the main chain incorporating heteroaromatic structural elements in the main chain condensed
    • C08G2261/3247—Monomer units or repeat units incorporating structural elements in the main chain incorporating heteroaromatic structural elements in the main chain condensed containing combinations of different heteroatoms other than nitrogen and oxygen or nitrogen and sulfur
    • H—ELECTRICITY
    • H10—SEMICONDUCTOR DEVICES; ELECTRIC SOLID-STATE DEVICES NOT OTHERWISE PROVIDED FOR
    • H10K—ORGANIC ELECTRIC SOLID-STATE DEVICES
    • H10K10/00—Organic devices specially adapted for rectifying, amplifying, oscillating or switching; Organic capacitors or resistors having a potential-jump barrier or a surface barrier
    • H10K10/40—Organic transistors
    • H10K10/46—Field-effect transistors, e.g. organic thin-film transistors [OTFT]
    • H10K10/462—Insulated gate field-effect transistors [IGFETs]
    • H10K10/484—Insulated gate field-effect transistors [IGFETs] characterised by the channel regions
    • H—ELECTRICITY
    • H10—SEMICONDUCTOR DEVICES; ELECTRIC SOLID-STATE DEVICES NOT OTHERWISE PROVIDED FOR
    • H10K—ORGANIC ELECTRIC SOLID-STATE DEVICES
    • H10K30/00—Organic devices sensitive to infrared radiation, light, electromagnetic radiation of shorter wavelength or corpuscular radiation
    • H—ELECTRICITY
    • H10—SEMICONDUCTOR DEVICES; ELECTRIC SOLID-STATE DEVICES NOT OTHERWISE PROVIDED FOR
    • H10K—ORGANIC ELECTRIC SOLID-STATE DEVICES
    • H10K30/00—Organic devices sensitive to infrared radiation, light, electromagnetic radiation of shorter wavelength or corpuscular radiation
    • H10K30/50—Photovoltaic [PV] devices

Abstract

Selon la présente invention, un polymère conjugué donneur-accepteur fusionné soluble (fDA-CP) est préparé qui absorbe la lumière dans tout le spectre visible et pratiquement noir pour l’œil humain à l’état neutre. Le polymère conjugué à des motifs accepteurs qui sont isolés par une pluralité de motifs donneurs fusionnés. Le fDA-CP adopte une conformation qui conduit à un empilement π proche entre des lamelles adjacentes avec une séparation de moins de 4,5 Å à l’état solide et une conjugaison étendue pour favoriser des mobilités des porteurs de charge élevées. Le fDA-CP est préparé par la polycondensation d’une pluralité d’au moins un oligomère donneur-accepteur condensé (fDA-oligomère) qui a un motif accepteur interne plat et au moins un motif donneur condensé incorporé dans les oligomères, et facultativement, un monomère ou oligomère aromatique conjugué additionnel copolymérisé avec les fDA-oligomères.
EP09829785.6A 2008-11-26 2009-11-25 Polymères conjugués solubles noirs ayant des mobilités des porteurs de charge élevées Withdrawn EP2364331A4 (fr)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
US11831608P 2008-11-26 2008-11-26
PCT/US2009/065903 WO2010062948A2 (fr) 2008-11-26 2009-11-25 Polymères conjugués solubles noirs ayant des mobilités des porteurs de charge élevées

Publications (2)

Publication Number Publication Date
EP2364331A2 true EP2364331A2 (fr) 2011-09-14
EP2364331A4 EP2364331A4 (fr) 2013-12-11

Family

ID=42226371

Family Applications (1)

Application Number Title Priority Date Filing Date
EP09829785.6A Withdrawn EP2364331A4 (fr) 2008-11-26 2009-11-25 Polymères conjugués solubles noirs ayant des mobilités des porteurs de charge élevées

Country Status (10)

Country Link
US (1) US8383762B2 (fr)
EP (1) EP2364331A4 (fr)
JP (1) JP2012509984A (fr)
KR (1) KR20110097843A (fr)
CN (1) CN102292374A (fr)
AU (1) AU2009319817B2 (fr)
CA (1) CA2744544A1 (fr)
IL (1) IL213145A0 (fr)
WO (1) WO2010062948A2 (fr)
ZA (1) ZA201103968B (fr)

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US8519088B2 (en) 2009-05-26 2013-08-27 University Of Florida Research Foundation, Inc. Earth-toned photovoltaic devices
CN102311535B (zh) * 2010-06-29 2012-12-19 海洋王照明科技股份有限公司 含芴、蒽和噻吩并吡嗪单元的聚合物、制备方法及其应用
CN102311537B (zh) * 2010-07-05 2013-03-13 海洋王照明科技股份有限公司 含芴、蒽和二噻吩基噻吩并吡嗪单元的聚合物及其制备方法和应用
CA2805638A1 (fr) 2010-08-02 2012-02-09 University Of Florida Research Foundation, Inc. Procede de traitement pour materiaux polymeres solubles dans l'eau
JP2012162514A (ja) * 2011-01-20 2012-08-30 Kuraray Co Ltd ジチエノゲルモール重合体及びそれを含有した有機半導体デバイス
US20140318625A1 (en) 2011-08-03 2014-10-30 Lg Chem, Ltd. Conductive polymer comprising 3,6-carbazole and organic solar cell using same
WO2013059714A1 (fr) 2011-10-21 2013-04-25 C.R.Bard, Inc. Systèmes et procédés d'évaluation de dispositif médical par ultrasons
US9944757B2 (en) * 2012-07-23 2018-04-17 The University Of Connecticut Electrochromic copolymers from precursors, method of making, and use thereof
WO2014021487A1 (fr) * 2012-08-03 2014-02-06 주식회사 엘지화학 Copolymère, pile solaire organique utilisant le copolymère, et procédé de fabrication associé
WO2014021488A1 (fr) * 2012-08-03 2014-02-06 주식회사 엘지화학 Copolymère, pile solaire organique utilisant le copolymère, et procédé de fabrication associé
JP2017502158A (ja) * 2013-11-06 2017-01-19 メルク パテント ゲーエムベーハー 共役ポリマー
AU2017375751B2 (en) 2016-12-12 2021-05-20 Becton, Dickinson And Company Water-soluble polymeric dyes
KR102046604B1 (ko) * 2017-08-31 2019-11-19 이화여자대학교 산학협력단 유기 반도체 화합물 및 이를 이용한 전자 소자
CN111094462A (zh) 2017-12-26 2020-05-01 贝克顿·迪金森公司 深紫外线可激发的水溶剂化聚合物染料
EP3833244A4 (fr) * 2018-08-08 2022-08-03 Brightspec, Inc. Procédés et appareil d'échantillonnage à faible volatilité
CN110606858B (zh) * 2019-10-09 2022-07-26 上海博栋化学科技有限公司 一种噻吩类有机半导体材料中间体的制备方法

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Also Published As

Publication number Publication date
IL213145A0 (en) 2011-07-31
EP2364331A4 (fr) 2013-12-11
WO2010062948A3 (fr) 2010-09-10
US20110251370A1 (en) 2011-10-13
AU2009319817A1 (en) 2011-06-30
CN102292374A (zh) 2011-12-21
WO2010062948A2 (fr) 2010-06-03
CA2744544A1 (fr) 2010-06-03
US8383762B2 (en) 2013-02-26
ZA201103968B (en) 2012-01-25
AU2009319817B2 (en) 2013-05-23
KR20110097843A (ko) 2011-08-31
JP2012509984A (ja) 2012-04-26

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